(1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one

Base Information

• Chemical Name: (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one
• CAS No.: 122406-57-9
• Molecular Formula: C₃₁H₄₁O₄P
• Molecular Weight: 508.638

Synonyms:(1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one

Chemical Property of (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one

Chemical Property:

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Technology Process of (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one

There total 8 articles about (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-methyl-2-cyclopenten-1-one (1120-73-6) → (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one (122406-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, -60 deg C, 10 min, 2.) -20 deg C to -15 deg C, 5 min

2: H₂, pyridine / 10percent Pd/C / ethyl acetate / 22 h / 1965.2 Torr

3: 2percent potassium hydroxide / methanol / 2 h / Heating

4: 1.) H₂, pyridine, 2.) sodium methoxide / 1.) 10percent Pd/C / 1.) ethanol, 820 psi, 22 h, 2.) methanol, reflux, 2 h

With pyridine; potassium hydroxide; n-butyllithium; hydrogen; sodium methylate; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jo00282a038

Reference yield:

trans-crotyldiphenylphosphine oxide (17668-60-9) → (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one (122406-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, -60 deg C, 10 min, 2.) -20 deg C to -15 deg C, 5 min

2: H₂, pyridine / 10percent Pd/C / ethyl acetate / 22 h / 1965.2 Torr

3: 2percent potassium hydroxide / methanol / 2 h / Heating

4: 1.) H₂, pyridine, 2.) sodium methoxide / 1.) 10percent Pd/C / 1.) ethanol, 820 psi, 22 h, 2.) methanol, reflux, 2 h

With pyridine; potassium hydroxide; n-butyllithium; hydrogen; sodium methylate; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jo00282a038

Reference yield:

(E)-1-(tert-butylsulfonyl)-5-(1',3'-dioxan-2'-yl)pent-1-en-3-one (120454-08-2) → (1R,3aR,7aR)-4-[1,3]Dioxan-2-ylmethyl-1-[(R)-3-(diphenyl-phosphinoyl)-1-methyl-propyl]-7a-methyl-octahydro-inden-5-one (122406-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, hexane, -60 deg C, 10 min, 2.) -20 deg C to -15 deg C, 5 min

2: H₂, pyridine / 10percent Pd/C / ethyl acetate / 22 h / 1965.2 Torr

3: 2percent potassium hydroxide / methanol / 2 h / Heating

4: 1.) H₂, pyridine, 2.) sodium methoxide / 1.) 10percent Pd/C / 1.) ethanol, 820 psi, 22 h, 2.) methanol, reflux, 2 h

With pyridine; potassium hydroxide; n-butyllithium; hydrogen; sodium methylate; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jo00282a038

upstream raw materials:

(1RS,1'RS,7aRS)-4-<(1''',3'''-dioxan-2'''-yl)methyl>-1-<3'-(diphenylphosphinoyl)-1'-methylpropyl>-7a-methyl-1,2,3,6,7,7a-hexahydro-5H-inden-5-one

2-methyl-2-cyclopenten-1-one

trans-crotyldiphenylphosphine oxide

(E)-1-(tert-butylsulfonyl)-5-(1',3'-dioxan-2'-yl)pent-1-en-3-one

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